Find Hotels with a Pool in Princess Anne, MD

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Princess Anne Hotels with a Pool

Next weekend
In two weeks

Our top choices for Princess Anne hotels with a pool

Econo Lodge Princess Anne

Econo Lodge Princess Anne
2.0 star property
Princess Anne
6.6 out of 10, (679 reviews)
  • cleanliness
    Bask in the sun at this charming motel with a seasonal outdoor pool, loungers for relaxing, and complimentary breakfast.
$76 nightly
The price is $85
Apr 26 - Apr 27
Total with taxes and fees
Econo Lodge Princess Anne

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Float away in Chincoteague's downtown marina hotel with a seasonal pool and nautical adventures.
$87 nightly
The price is $98
Apr 29 - Apr 30
Total with taxes and fees
Waterside Inn

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (593 reviews)
  • cleanliness
    Splash into spectacular views at this waterfront hotel where poolside serenity meets bay sunsets.
$134 nightly
The price is $150
Apr 23 - Apr 24
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Sun-kissed indoor and outdoor pools with bayfront views await after a day of coastal fun.
$130 nightly
The price is $147
Apr 26 - Apr 27
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (226 reviews)
  • cleanliness
    Coastal getaway with seasonal pool offers laid-back vibes at the bluffs by the beach.
$124 nightly
The price is $139
Apr 23 - Apr 24
Total with taxes and fees
Blufin Bungalows & Marina

Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
10.0 out of 10, Exceptional, (12 reviews)
$111 nightly
The price is $125
May 3 - May 4
Total with taxes and fees
Home2 Suites By Hilton Salisbury Fruitland

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (540 reviews)
  • cleanliness
    Dive into poolside bliss with a private beach oasis and refreshing outdoor swimming awaiting you in Chincoteague.
$199 nightly
The price is $223
Apr 22 - Apr 23
Total with taxes and fees
Key West Cottages

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (773 reviews)
  • cleanliness
    Dive into waterfront tranquility with a heated indoor pool and relaxing hot tub overlooking the wildlife refuge.
$130 nightly
The price is $146
Apr 30 - May 1
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (917 reviews)
  • cleanliness
    Sparkling indoor pool creates year-round relaxation oasis at this charming rural retreat.
$110 nightly
The price is $123
Apr 26 - Apr 27
Total with taxes and fees
Best Western Plus Pocomoke City

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague
8.8 out of 10, Excellent, (576 reviews)
  • cleanliness
    Plunge into serene waterside relaxation at this marina hotel with a sun-drenched seasonal pool.
$84 nightly
The price is $95
Apr 21 - Apr 22
Total with taxes and fees
Anchor Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Princess Anne

Top Princess Anne Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Princess Anne?
Econo Lodge Princess Anne: Features continental, a seasonal outdoor pool, and free self parking. Blufin Bungalows & Marina: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Key West Cottages: Provides a private beach, a seasonal outdoor pool, and a snack bar/deli. Comfort Suites Chincoteague Island Bayfront Resort: Features an indoor pool, an outdoor pool, and a snack bar/deli. Hampton Inn Salisbury: Features a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Princess Anne?
Make a point to visit attractions like Mount Vernon Beach and Ballards Island. During your stay, check out sights such as Monie Island, Somerset County Library, and Princess Anne Town Hall. You'll also discover lots of options for restaurants in Princess Anne.
When is the best time to book a hotel with a pool in Princess Anne?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F.

Explore a world of travel with Expedia